(1S,4S,13S,16S,19S,22S,25S,28R,31S,37S,40S,41S,44R,47S,50S,53S,56R,65S,70S)-44-amino-4,16,22-tribenzyl-47-(3-carbamimidamidopropyl)-31-[(R)-carboxy(hydroxy)methyl]-2,5,14,17,20,23,26,29,32,35,38,45,48,51,54,57,67-heptadecahydroxy-37-(2-hydroxy-2-iminoethyl)-50-(3-hydroxy-3-iminopropyl)-41,70-dimethyl-8-oxo-25-propan-2-yl-42,69,72-trithia-3,6,9,15,18,21,24,27,30,33,36,39,46,49,52,55,58,60,66-nonadecazapentacyclo[38.18.9.319,56.328,53.09,13]triheptaconta-2,5,14,17,20,23,26,29,32,35,38,45,48,51,54,57,66-heptadecaene-65-carboxylic acid

Details

• Internal ID: a1b9d764-b1eb-43ca-a0a4-edbd04f38bcb
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (1S,4S,13S,16S,19S,22S,25S,28R,31S,37S,40S,41S,44R,47S,50S,53S,56R,65S,70S)-44-amino-4,16,22-tribenzyl-47-(3-carbamimidamidopropyl)-31-[(R)-carboxy(hydroxy)methyl]-2,5,14,17,20,23,26,29,32,35,38,45,48,51,54,57,67-heptadecahydroxy-37-(2-hydroxy-2-iminoethyl)-50-(3-hydroxy-3-iminopropyl)-41,70-dimethyl-8-oxo-25-propan-2-yl-42,69,72-trithia-3,6,9,15,18,21,24,27,30,33,36,39,46,49,52,55,58,60,66-nonadecazapentacyclo[38.18.9.319,56.328,53.09,13]triheptaconta-2,5,14,17,20,23,26,29,32,35,38,45,48,51,54,57,66-heptadecaene-65-carboxylic acid
• SMILES (Canonical): CC1C2C(=NC(C(=NC(C(=NC3CSCC4C(=NC(CS1)C(=NC(CNCCCCC(N=C(C(C(SCC(C(=NC(C(=NC(C(=N4)O)CCC(=N)O)O)CCCNC(=N)N)O)N)C)N=C(C(N=C(CN=C(C(N=C3O)C(C(=O)O)O)O)O)CC(=N)O)O)O)C(=O)O)C(=NC(C(=NCC(=O)N5CCCC5C(=NC(C(=N2)O)CC6=CC=CC=C6)O)O)CC7=CC=CC=C7)O)O)O)O)C(C)C)O)CC8=CC=CC=C8)O
• SMILES (Isomeric): C[C@H]1[C@@H]2C(=N[C@H](C(=N[C@H](C(=N[C@H]3CSC[C@@H]4C(=N[C@@H](CS1)C(=N[C@@H](CNCCCC[C@H](N=C([C@@H]([C@@H](SC[C@@H](C(=N[C@H](C(=N[C@H](C(=N4)O)CCC(=N)O)O)CCCNC(=N)N)O)N)C)N=C([C@@H](N=C(CN=C([C@@H](N=C3O)[C@H](C(=O)O)O)O)O)CC(=N)O)O)O)C(=O)O)C(=N[C@H](C(=NCC(=O)N5CCC[C@H]5C(=N[C@H](C(=N2)O)CC6=CC=CC=C6)O)O)CC7=CC=CC=C7)O)O)O)O)C(C)C)O)CC8=CC=CC=C8)O
• InChI: InChI=1S/C89H125N25O25S3/c1-43(2)66-84(133)109-59-41-140-40-58-79(128)108-60-42-142-45(4)68(86(135)105-55(75(124)110-66)34-48-22-12-7-13-23-48)111-76(125)54(33-47-20-10-6-11-21-47)104-82(131)61-26-17-31-114(61)65(118)38-98-72(121)53(32-46-18-8-5-9-19-46)103-78(127)57(106-80(60)129)36-95-29-15-14-24-52(87(136)137)102-85(134)67(112-77(126)56(35-63(92)116)99-64(117)37-97-83(132)69(113-81(59)130)70(119)88(138)139)44(3)141-39-49(90)71(120)100-50(25-16-30-96-89(93)94)73(122)101-51(74(123)107-58)27-28-62(91)115/h5-13,18-23,43-45,49-61,66-70,95,119H,14-17,24-42,90H2,1-4H3,(H2,91,115)(H2,92,116)(H,97,132)(H,98,121)(H,99,117)(H,100,120)(H,101,122)(H,102,134)(H,103,127)(H,104,131)(H,105,135)(H,106,129)(H,107,123)(H,108,128)(H,109,133)(H,110,124)(H,111,125)(H,112,126)(H,113,130)(H,136,137)(H,138,139)(H4,93,94,96)/t44-,45-,49-,50-,51-,52-,53-,54-,55-,56-,57-,58+,59-,60-,61-,66-,67+,68+,69-,70+/m0/s1
• InChI Key: QJDWKBINWOWJNZ-OURZNGJWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈₉H₁₂₅N₂₅O₂₅S₃
• Molecular Weight: 2041.30 g/mol
• Exact Mass: 2039.8440581 g/mol
• Topological Polar Surface Area (TPSA): 933.00 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): 6.30
• H-Bond Acceptor: 29
• H-Bond Donor: 29
• Rotatable Bonds: 19

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5110	51.10%
Caco-2	-	0.8572	85.72%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Lysosomes	0.4125	41.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8151	81.51%
OATP1B3 inhibitior	+	0.9346	93.46%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9594	95.94%
P-glycoprotein inhibitior	+	0.7418	74.18%
P-glycoprotein substrate	+	0.8620	86.20%
CYP3A4 substrate	+	0.7511	75.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7899	78.99%
CYP3A4 inhibition	-	0.9399	93.99%
CYP2C9 inhibition	-	0.8420	84.20%
CYP2C19 inhibition	-	0.7935	79.35%
CYP2D6 inhibition	-	0.8861	88.61%
CYP1A2 inhibition	-	0.8741	87.41%
CYP2C8 inhibition	+	0.8418	84.18%
CYP inhibitory promiscuity	-	0.9719	97.19%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5916	59.16%
Eye corrosion	-	0.9851	98.51%
Eye irritation	-	0.8953	89.53%
Skin irritation	-	0.7593	75.93%
Skin corrosion	-	0.9223	92.23%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7142	71.42%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8332	83.32%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.9134	91.34%
Acute Oral Toxicity (c)	III	0.5666	56.66%
Estrogen receptor binding	-	0.6133	61.33%
Androgen receptor binding	+	0.7669	76.69%
Thyroid receptor binding	+	0.8177	81.77%
Glucocorticoid receptor binding	+	0.8480	84.80%
Aromatase binding	+	0.8114	81.14%
PPAR gamma	+	0.7937	79.37%
Honey bee toxicity	-	0.6487	64.87%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8971	89.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.92%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.64%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	98.38%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.11%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.45%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.61%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.79%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	95.35%	90.71%
CHEMBL221	P23219	Cyclooxygenase-1	94.78%	90.17%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	94.49%	97.64%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	93.98%	95.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.81%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.03%	99.23%
CHEMBL228	P31645	Serotonin transporter	92.47%	95.51%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	91.72%	93.00%
CHEMBL284	P27487	Dipeptidyl peptidase IV	90.69%	95.69%
CHEMBL2535	P11166	Glucose transporter	90.53%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.12%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.14%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.66%	99.17%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	88.19%	98.33%
CHEMBL5103	Q969S8	Histone deacetylase 10	88.10%	90.08%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.01%	96.21%
CHEMBL2514	O95665	Neurotensin receptor 2	87.58%	100.00%
CHEMBL1914	P06276	Butyrylcholinesterase	87.17%	95.00%
CHEMBL3384	Q16512	Protein kinase N1	86.84%	80.71%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.60%	93.03%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.29%	93.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.27%	95.50%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	84.03%	82.38%
CHEMBL4208	P20618	Proteasome component C5	84.02%	90.00%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	83.69%	88.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.60%	85.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.13%	90.24%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.10%	100.00%
CHEMBL1902	P62942	FK506-binding protein 1A	80.54%	97.05%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	80.41%	96.25%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101611012
• LOTUS: LTS0093304
• wikiData: Q105222581